InsiderTrades

WAY Waystar Holding Corp.

Nasdaq · SEC CIK 1990354 · EDGAR

Bought, last 12 months
$189.0K
1 purchases by 1 insiders
Sold, last 12 months
$9.07M
12 sales by 4 insiders
Filings on record
124
since 2024-06-12, latest 2026-09-08 15:57
Buying vs selling by month open-market trades, last 24 months
BoughtSold

Most active insiders, 12 months

InsiderTitleBoughtSold
Hawkins Matthew J.CEO, Dir —$5.83M
Sinclair III Eric L. (Ric)Chief Business Off —$2.23M
Schremser Christopher L.CTO —$885.9K
MILLER HEIDIDir $189.0K—
Miller Melissa F. (Missy)CMO —$125.8K
Khanna AmitChief Prod, Tech. Off ——
Woods Todd CharlesChief Commercial Off ——
Chan WilliamChief Product, AI Off ——
Wittman Kimberly S.CHRO ——
Bridge T. CraigChief Transformation Off ——

Transactions 182

Type
Reset
X Filed Traded Ticker Insider Title Type Price Qty Owned ΔOwn Value
2026-09-08 15:57 2026-08-17 WAY Khanna Amit Chief Prod, Tech. Off A - Grant $0.00 +390.6K 390.6K New $0
2026-09-03 13:17 2026-09-01 WAY PACKER GREGORY R CLO F - Tax $25.73 -6,754 418.3K -2% -$173.8K
2026-09-03 13:16 2026-09-01 WAY Bridge T. Craig Chief Transformation Off F - Tax $25.73 -30.8K 833.2K -4% -$792.3K
DT 2026-09-03 13:15 2026-09-01 WAY Hawkins Matthew J. CEO, Dir F - Tax $25.73 -30.3K 1.80M -2% -$779.3K
DT 2026-09-03 13:15 2026-09-02 WAY Hawkins Matthew J. CEO, Dir M - OptEx $4.14 +82.5K 1.89M +5% +$341.6K
DT 2026-09-03 13:15 2026-09-02 WAY Hawkins Matthew J. CEO, Dir S - Sale+OE $25.97 -82.5K 1.80M -4% -$2.14M
2026-08-14 14:32 2026-07-24 WAY Wegner Alpana CFO A - Grant $0.00 +162.1K 162.1K New $0
DMT 2026-08-13 17:41 2026-08-11+ WAY Hawkins Matthew J. CEO, Dir M - OptEx $4.14 +82.5K 1.90M +5% +$341.6K
DMT 2026-08-13 17:41 2026-08-11+ WAY Hawkins Matthew J. CEO, Dir S - Sale+OE $25.02 -82.5K 1.84M -4% -$2.06M
2026-08-10 10:37 2026-08-01 WAY Woods Todd Charles Chief Commercial Off A - Grant $0.00 +90.8K 220.5K +70% $0
2026-08-03 15:44 2026-04-06 WAY PACKER GREGORY R CLO F - Tax $23.69 -4,016 192.9K -2% -$95.1K
2026-08-03 15:44 2026-08-01 WAY PACKER GREGORY R CLO A - Grant $0.00 +232.1K 425.0K +120% $0
2026-08-03 15:43 2026-08-01 WAY Hawkins Matthew J. CEO, Dir A - Grant $0.00 +908.3K 1.84M +98% $0
2026-08-03 15:42 2026-08-01 WAY Bridge T. Craig Chief Transformation Off A - Grant $0.00 +205.5K 864.0K +31% $0
DMT 2026-07-17 17:21 2026-07-15+ WAY Hawkins Matthew J. CEO, Dir M - OptEx $4.14 +70.0K 963.7K +8% +$289.8K
DMT 2026-07-17 17:21 2026-07-15+ WAY Hawkins Matthew J. CEO, Dir S - Sale+OE $23.06 -70.0K 926.8K -7% -$1.61M
2026-06-09 16:59 2026-06-09 WAY Hawkins Matthew J. CEO, Dir F - Tax $19.23 -47.8K 926.8K -5% -$918.3K
2026-06-09 16:59 2026-06-09 WAY Wittman Kimberly S. CHRO F - Tax $19.23 -2,731 270.2K -1% -$52.5K
2026-06-09 16:59 2026-06-09 WAY Bridge T. Craig Chief Transformation Off F - Tax $19.23 -12.2K 658.6K -2% -$234.8K
2026-06-09 16:59 2026-06-09 WAY Oreskovich Steven M CFO F - Tax $19.23 -12.6K 424.2K -3% -$242.0K
2026-06-09 16:59 2026-06-09 WAY Miller Melissa F. (Missy) CMO F - Tax $19.23 -2,887 252.1K -1% -$55.5K
2026-06-09 16:59 2026-06-09 WAY Schremser Christopher L. CTO F - Tax $19.23 -14.8K 495.0K -3% -$283.7K
2026-06-03 18:24 2026-06-03 WAY DeMichiei Robert Dir A - Grant $0.00 +9,303 46.2K +25% $0
2026-06-03 18:24 2026-06-03 WAY Gupta Aashima Dir A - Grant $0.00 +9,303 14.4K +181% $0
2026-06-03 18:24 2026-06-03 WAY Roman Michael F Dir A - Grant $0.00 +9,303 14.4K +181% $0
2026-06-03 18:24 2026-06-03 WAY Riefberg Vivian E. Dir A - Grant $0.00 +9,303 23.1K +67% $0
2026-06-03 18:24 2026-06-03 WAY MILLER HEIDI Dir A - Grant $0.00 +9,303 40.9K +29% $0
2026-06-03 18:23 2026-06-03 WAY Hung Priscilla Dir A - Grant $0.00 +9,303 23.1K +67% $0
2026-06-03 18:19 2026-06-03 WAY DRISCOLL JOHN PATRICK Dir, COB A - Grant $0.00 +9,303 100.1K +10% $0
2026-03-11 2026-03-09 WAY Hawkins Matthew J. CEO, Dir A - Grant $0.00 +257.1K 974.6K +36% $0
2026-03-11 2026-03-09 WAY Schremser Christopher L. CTO A - Grant $0.00 +87.4K 509.8K +21% $0
2026-03-11 2026-03-09 WAY PACKER GREGORY R CLO A - Grant $0.00 +65.8K 197.0K +50% $0
2026-03-11 2026-03-09 WAY Chan William Chief Product, AI Off A - Grant $0.00 +82.3K 1.58M +5% $0
2026-03-11 2026-03-09 WAY Oreskovich Steven M CFO A - Grant $0.00 +82.3K 436.8K +23% $0
2026-03-11 2026-03-09 WAY Bridge T. Craig Chief Transformation Off A - Grant $0.00 +87.4K 670.8K +15% $0
2026-03-11 2026-03-09 WAY Wittman Kimberly S. CHRO A - Grant $0.00 +61.7K 273.0K +29% $0
2026-03-11 2026-03-09 WAY Miller Melissa F. (Missy) CMO A - Grant $0.00 +61.7K 255.0K +32% $0
I 2026-03-03 2026-03-02 WAY MILLER HEIDI Dir P - Purchase $26.25 +7,200 7,200 New +$189.0K
DM 2026-01-22 2026-01-20 WAY Sinclair III Eric L. (Ric) Chief Business Off M - OptEx $6.78 +40.2K 515.1K +8% +$272.8K
D 2026-01-22 2026-01-20 WAY Sinclair III Eric L. (Ric) Chief Business Off S - Sale+OE $30.08 -40.2K 474.8K -8% -$1.21M
D 2025-12-23 2025-12-22 WAY Sinclair III Eric L. (Ric) Chief Business Off S - Sale+OE $32.82 -9,701 474.8K -2% -$318.4K
D 2025-12-23 2025-12-22 WAY Sinclair III Eric L. (Ric) Chief Business Off M - OptEx $4.14 +9,701 484.5K +2% +$40.2K
D 2025-12-11 2025-12-10 WAY Schremser Christopher L. CTO M - OptEx $4.14 +8,623 431.0K +2% +$35.7K
D 2025-12-11 2025-12-10 WAY Schremser Christopher L. CTO S - Sale+OE $30.41 -8,623 422.4K -2% -$262.2K
D 2025-11-26 2025-11-25 WAY Miller Melissa F. (Missy) CMO S - Sale+OE $37.00 -3,400 193.3K -2% -$125.8K
D 2025-11-26 2025-11-25 WAY Miller Melissa F. (Missy) CMO M - OptEx $18.19 +3,400 196.7K +2% +$61.8K
D 2025-11-21 2025-11-20 WAY Sinclair III Eric L. (Ric) Chief Business Off M - OptEx $4.14 +9,701 484.5K +2% +$40.2K
D 2025-11-21 2025-11-20 WAY Sinclair III Eric L. (Ric) Chief Business Off S - Sale+OE $35.27 -9,701 474.8K -2% -$342.2K
D 2025-11-12 2025-11-10 WAY Schremser Christopher L. CTO M - OptEx $4.14 +8,623 431.0K +2% +$35.7K
D 2025-11-12 2025-11-10 WAY Schremser Christopher L. CTO S - Sale+OE $36.12 -8,623 422.4K -2% -$311.5K
D 2025-10-21 2025-10-20 WAY Sinclair III Eric L. (Ric) Chief Business Off S - Sale+OE $36.94 -9,701 474.8K -2% -$358.4K
D 2025-10-21 2025-10-20 WAY Sinclair III Eric L. (Ric) Chief Business Off M - OptEx $4.14 +9,701 484.5K +2% +$40.2K
D 2025-10-20 2025-10-15 WAY Hawkins Matthew J. CEO, Dir M - OptEx $4.14 +200 717.7K +0.0% +$828.00
D 2025-10-20 2025-10-15 WAY Hawkins Matthew J. CEO, Dir S - Sale+OE $38.00 -200 717.5K -0.0% -$7,600
D 2025-10-14 2025-10-10 WAY Schremser Christopher L. CTO S - Sale+OE $36.21 -8,623 422.4K -2% -$312.2K
D 2025-10-14 2025-10-10 WAY Schremser Christopher L. CTO M - OptEx $4.14 +8,623 431.0K +2% +$35.7K
DM 2025-09-24 2025-09-22+ WAY Hawkins Matthew J. CEO, Dir S - Sale+OE $38.08 -25.0K 717.5K -3% -$952.0K
DM 2025-09-24 2025-09-22+ WAY Hawkins Matthew J. CEO, Dir M - OptEx $4.14 +25.0K 729.7K +4% +$103.5K
D 2025-09-24 2025-06-06 WAY Hawkins Matthew J. CEO, Dir F - Tax $40.55 -46.7K 717.5K -6% -$1.89M
D 2025-09-24 2025-09-22 WAY Sinclair III Eric L. (Ric) Chief Business Off M - OptEx $4.14 +9,701 484.5K +2% +$40.2K
D 2025-09-24 2025-09-22 WAY Sinclair III Eric L. (Ric) Chief Business Off S - Sale+OE $37.63 -9,701 474.8K -2% -$365.0K
I 2025-09-16 2025-09-12 WAY CPP Investment Board Private Holdings (4) Inc. 10% S - Sale $39.21 -5.94M 19.03M -24% -$232.86M
I 2025-09-16 2025-09-12 WAY Moskowitz Paul G Dir, 10% S - Sale $39.21 -4.30M 13.76M -24% -$168.41M
I 2025-09-16 2025-09-12 WAY Moskowitz Paul G Dir, 10% J - Other — -516.4K 13.24M -4% —
I 2025-09-16 2025-09-12 WAY Derby LuxCo S.a r.l. 10% S - Sale $39.21 -7.77M 24.88M -24% -$304.51M
I 2025-09-16 2025-09-12 WAY Bain Capital Fund XI, L.P. 10% J - Other — -516.4K 13.24M -4% —
I 2025-09-16 2025-09-12 WAY Bain Capital Fund XI, L.P. 10% S - Sale $39.21 -4.30M 13.76M -24% -$168.41M
D 2025-09-11 2025-09-10 WAY Schremser Christopher L. CTO M - OptEx $4.14 +8,623 431.0K +2% +$35.7K
D 2025-09-11 2025-06-06 WAY Schremser Christopher L. CTO F - Tax $40.55 -15.7K 422.4K -4% -$635.5K
D 2025-09-11 2025-09-10 WAY Schremser Christopher L. CTO S - Sale+OE $40.49 -8,623 422.4K -2% -$349.1K
D 2025-09-11 2025-09-10 WAY Oreskovich Steven M CFO M - OptEx $4.14 +16.7K 371.2K +5% +$69.0K
D 2025-09-11 2025-06-06 WAY Oreskovich Steven M CFO F - Tax $40.55 -14.0K 354.5K -4% -$569.2K
D 2025-09-11 2025-09-10 WAY Oreskovich Steven M CFO S - Sale+OE $40.49 -16.7K 354.5K -4% -$674.8K
D 2025-09-10 2025-06-06 WAY Sinclair III Eric L. (Ric) Chief Business Off F - Tax $40.55 -16.0K 474.8K -3% -$650.6K
D 2025-09-10 2025-09-08 WAY Sinclair III Eric L. (Ric) Chief Business Off S - Sale+OE $40.03 -19.4K 474.8K -4% -$776.7K
D 2025-09-10 2025-09-08 WAY Sinclair III Eric L. (Ric) Chief Business Off M - OptEx $4.14 +19.4K 494.2K +4% +$80.3K
2025-09-10 2025-06-06 WAY Bridge T. Craig Chief Transformation Off F - Tax $40.55 -14.5K 668.4K -2% -$587.5K
2025-09-10 2025-09-08 WAY Bridge T. Craig Chief Transformation Off S - Sale $40.06 -85.0K 583.4K -13% -$3.41M
D 2025-09-08 2025-09-04 WAY Wittman Kimberly S. CHRO M - OptEx $21.50 +18.0K 211.3K +9% +$387.0K
D 2025-09-08 2025-06-06 WAY Wittman Kimberly S. CHRO F - Tax $40.55 -2,670 193.3K -1% -$108.3K
D 2025-08-28 2025-08-26 WAY Miller Melissa F. (Missy) CMO M - OptEx $18.19 +3,400 196.7K +2% +$61.8K
D 2025-08-28 2025-06-06 WAY Miller Melissa F. (Missy) CMO F - Tax $40.55 -2,623 193.3K -1% -$106.4K
D 2025-08-28 2025-08-26 WAY Miller Melissa F. (Missy) CMO S - Sale+OE $37.01 -3,400 193.3K -2% -$125.8K
DA 2025-08-28 2025-05-15 WAY Miller Melissa F. (Missy) CMO M - OptEx $18.19 +3,400 205.4K +2% +$61.8K
DA 2025-08-28 2025-05-15 WAY Miller Melissa F. (Missy) CMO S - Sale+OE $39.19 -3,400 202.0K -2% -$133.2K
D 2025-08-20 2025-08-20 WAY Sinclair III Eric L. (Ric) Chief Business Off S - Sale+OE $35.11 -9,702 490.9K -2% -$340.6K
D 2025-08-20 2025-08-20 WAY Sinclair III Eric L. (Ric) Chief Business Off M - OptEx $4.14 +9,702 500.6K +2% +$40.2K
2025-08-19 2025-08-18 WAY PACKER GREGORY R CLO A - Grant $0.00 +78.3K 131.1K +148% $0
D 2025-08-12 2025-08-12 WAY Hawkins Matthew J. CEO, Dir M - OptEx $4.14 +46.7K 810.8K +6% +$193.2K
D 2025-08-12 2025-08-12 WAY Hawkins Matthew J. CEO, Dir S - Sale+OE $34.66 -46.7K 764.1K -6% -$1.62M
D 2025-08-12 2025-08-11 WAY Schremser Christopher L. CTO S - Sale+OE $34.49 -8,623 438.0K -2% -$297.4K
D 2025-08-12 2025-08-11 WAY Schremser Christopher L. CTO M - OptEx $4.14 +8,623 446.7K +2% +$35.7K
2025-07-22 2025-07-21 WAY Bridge T. Craig Chief Transformation Off S - Sale $37.09 -85.0K 682.8K -11% -$3.15M
D 2025-07-22 2025-07-21 WAY Sinclair III Eric L. (Ric) Chief Business Off S - Sale+OE $37.10 -9,702 490.9K -2% -$359.9K
D 2025-07-22 2025-07-21 WAY Sinclair III Eric L. (Ric) Chief Business Off M - OptEx $4.14 +9,702 500.6K +2% +$40.2K
D 2025-07-16 2025-07-15 WAY Hawkins Matthew J. CEO, Dir M - OptEx $4.14 +46.7K 810.8K +6% +$193.2K
D 2025-07-16 2025-07-15 WAY Hawkins Matthew J. CEO, Dir S - Sale+OE $38.26 -46.7K 764.1K -6% -$1.79M
D 2025-07-11 2025-07-10 WAY Schremser Christopher L. CTO M - OptEx $4.14 +8,623 446.7K +2% +$35.7K
D 2025-07-11 2025-07-10 WAY Schremser Christopher L. CTO S - Sale+OE $37.63 -8,623 438.0K -2% -$324.5K
D 2025-06-25 2025-06-25 WAY Sinclair III Eric L. (Ric) Chief Business Off S - Sale+OE $40.22 -9,702 490.9K -2% -$390.2K

Purchase Sale Sale after option exercise All abbreviations